Outlook for macOS: Dropping attachments (randomly)

Anonymous
2023-06-05T09:33:54+00:00

Hello all,

For some reason, Outlook for Mac is dropping attachments and images in the emails I send. It's random, but it happens to me quite often. I managed to find out that this issue has historically occurred with other people using older versions. It seems that this bug has returned to Outlook for Mac.

I have the latest version 16.75.

macOS is also updated, i.e., macOS Ventura 13.4 (22F66).

I didn't have this problem before. It appeared about a month ago. In the meantime, a new version of macOS has been released and there have been several updates for Outlook, but the situation persists.

Attachment randomly disappears from the e-mail which I send with the attachments and pictures. It looks very unprofessional.

This is example how it looks when I add picture to the e-mail when the message is sent.

If I try it once again on the second attempt the attachments/pictures are sent without issues.

I need help, please.Any advice?

Outlook | MacOS | Legacy Outlook for Mac | For home

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  1. Anonymous
    2023-11-01T13:00:33+00:00

    For me, it doesn't have to do with OneDrive.

    On Windows, new client, if you are attaching a OneDrive file from your recents, it puts it as an attachment but is really a shared link. That works great. Mac has never had the ability. So, OneDrive links just get pasted in line with the body of an email, and they have worked fine.

    What wasn't working is when you do an attachment from what the Outlook client believes is a local drive. When you send, you can see it, however, after it's sent, it's not there and it's not stored in the Sent copy either.

    For about the last four weeks, it's been fixed and I haven't had the problem.

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  2. Anonymous
    2023-11-01T12:57:27+00:00

    Yes. Sometimes my attachments are just stored locally on my HD

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  3. Anonymous
    2023-11-01T11:33:52+00:00

    Over 4 months since this was originally reported... way to go Microsoft.

    In my case, all of my files are stored in OneDrive, synced to my Mac HDD, so whenever I'm sending an attachment by email, Outlook must be digging the file out of the OneDrive database. I wonder if that could be the source of the problem?

    Are others having issues attaching files that are not in OneDrive?

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  4. Anonymous
    2023-10-19T12:58:14+00:00

    I am running 16.78 and having the same issue. Attachments disappear the first time I send an email but go thru on the second email to the same recipient. Makes no sense.

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  5. Anonymous
    2023-09-13T19:50:14+00:00

    OK, I'm totally confused. I got really tired of Outlook Legacy (we really used software like this for as long as we did?)

    I said, let me try and switch back again. The MS updater day before yesterday had a ton of 365 updates (none which appeared to be Outlook) so I thought, what the heck.

    I turned on the "New Outlook" last night, did a bunch of tests, and as usual, when I first turn this on everything works beautifully.

    However, now, almost 24 hours, everything is still working. What's going on.

    Appears to be the same version of Outlook: 16.76 (23081101) and macOS is Ventura 13.5.2, MacBook Air, M2, 2022.

    What is going on?

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